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As temperatures are dropping, hemlines are ironically rising, thus popularizing the trendy envelope skirt. Slung low on the waist with a zigzag hem that shows a daring flash of thigh, these skirts are surprisingly flattering. Push the envelope by styling them with your favorite sweaters, sweatshirts, and graphic tees!

Kenzo pioneered the envelope mini trend and arguably has the most iterations of the style. Here, the Eye-Print Leather Mini Skirt ($1,300) meets its match in a sweatshirt also by the label worn by a stylish civilian.